Vacation rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

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Popular amenities for Scarborough rentals with a pool

House rentals with a pool

Guest favorite
Home in Old Orchard Beach
5 out of 5 average rating, 33 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

LoriRating, 5 stars7 months ago
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.
Superhost
Home in Wells
5 out of 5 average rating, 3 reviews

210 Sea Castle Circle

VincentRating, 5 stars6 months ago
Very nice place, everything was clean and smelling good, we felt right at home! Comfortable beds except the single one which we could feel the springs. Expensive parking everywhere near the beach, be advised, but free parking at the house. Everyone at the place was friendly. The only thing mmissing would be coffee pods, for the rest, everything was there!
Guest favorite
Home in Old Orchard Beach
4.97 out of 5 average rating, 33 reviews

Upscale OOB Beach House | Seasonal Heated Pool

CaseyRating, 5 stars2 weeks ago
We had a great time! Great location and very clean space!
Guest favorite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars5 months ago
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!
Top guest favorite
Home in Fryeburg
4.97 out of 5 average rating, 30 reviews

The Lodge at Hidden Pines

JordannaRating, 5 stars1 month ago
The house was exactly as described and seen in the photos, a large, beautiful, authentic log cabin in the woods. The setting was quiet and beautiful though conviently right off the main road. We enjoyed cross country skiing, ice skating and a sleigh ride in Jackson (about 30 min away) and shopping in North Conway (about 20 min). Eileen made sure we were plowed and shoveled regularly during the snow storm so we enjoyed curling up by the fire and watching a movie on the large tv. My mother in particular enjoyed all the vintage decor which brought back childhood memories.
Top guest favorite
Home in Old Orchard Beach
5 out of 5 average rating, 40 reviews

Our Beach House Getaway

JenniferRating, 5 stars7 months ago
It was exactly as the pictures on the website. I reached out to Linda prior to leaving. She was very responsive answered all my questions. Great memories made with the family this week. Would definitely come back again. The ease of getting in and out of old Orchard Beach was great. Was only a 3-4 min drive to the beach. The pool there was a huge hit with the grandkids as the ocean in Maine is never really that warm.
Guest favorite
Home in Bartlett
4.82 out of 5 average rating, 120 reviews

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

SHAUNRating, 5 stars2 months ago
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.
Guest favorite
Home in Portland
4.96 out of 5 average rating, 120 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

CatRating, 5 stars2 weeks ago
We enjoyed our stay at Angela's. Communicative host, nice clean place, easy to find. Great for a weekend trip!

Condo rentals with a pool

Guest favorite
Condo in Conway
4.86 out of 5 average rating, 58 reviews

Cozy Mountain Condo 2bd/2bath in North Conway

SkylarRating, 5 stars2 months ago
This was the perfect spot for a couples trip. Right next to all of the activities we had planned, close to Zebs as well as the outlets. I will be booking with them in the future. They were very friendly and the check in was easy.
Guest favorite
Condo in Wells
4.84 out of 5 average rating, 177 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

NetanyaRating, 5 stars1 month ago
This was my 3rd time booking with Chris for one of my companies crews to stay at his home and it was awesome. He was such a pleasure to work with. His home was spotless, cozy and the crew enjoyed staying there.
Guest favorite
Condo in Bartlett
4.92 out of 5 average rating, 454 reviews

Across from Storyland & in the Heart of the Mtns

CristenRating, 5 stars2 weeks ago
Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!
Superhost
Condo in Wells
4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars1 month ago
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.
Top guest favorite
Condo in Conway
4.98 out of 5 average rating, 110 reviews

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

TrevorRating, 5 stars2 weeks ago
Jennifer's place is AMAZING! First, it's steps away from the ski lift. Not only can you make first tracks, but stopping for lunch/breaks/warm-up is super easy - ski to your door! Getting in was a breeze: pull up, get the FOB, grab a luggage rack and park in the designated spot by the door and you're done. No long walks hauling ski gear through endless parking lots. The condo is spacious, super comfortable, and great for hanging out. We had 4 adults and 4 kids (8-11) and we had plenty of room for game nights, dinners, and lounging after a long ski day. The bathrooms are big (and even a jet tub for bubble baths). And immaculately clean. Full kitchen equipped with everything you need. So great to have washer/dryer to get gear ready for the next day. And the heated pool/hot tub is a short walk, both are big and a hit with the kids and adults. And did I mention how clean the place was? The unit is on the end to give extra privacy and easy access. Six stars!
Top guest favorite
Condo in Conway
4.96 out of 5 average rating, 110 reviews

Cozy, clean, 2nd floor condo in Conway, NH!

RachelRating, 5 stars3 months ago
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!
Guest favorite
Condo in Bartlett
4.93 out of 5 average rating, 255 reviews

An Amazing Mountain Getaway!

JaclynRating, 5 stars1 week ago
This was our second time staying and it was just as cozy and peaceful as the first. Great location and our kids loved the indoor pool!
Guest favorite
Condo in Bartlett
4.84 out of 5 average rating, 199 reviews

Cozy Mountain Getaway For All Seasons

JulieRating, 5 stars2 months ago
We had a great day! The place was perfect for our small group, and very convenient to the mountains for skiing. The condo had all the little things needed. And it was very comfortable. I would definitely book again.

Quick stats about vacation rentals with a pool in Scarborough

  • Total rentals

    130 properties

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    120 properties include access to wifi

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